Free Shemale Stories

Tight Spot

XtinaSmith2017 Cody bit his lip as he looked over towards the shop, a little anxious about their planned endeavor but not wanting to come off as uncool to his friends, "Are you sure this is a good idea?" he asked. His friends grinned and laughed, playfully nudging him as they made their way ... read more

Gwapo67 July 22, 2022 100%

First Cross-dressings Loosing Anal Virginity

It happened after a month of me blowing that guy twice...I mean I was so damn excited and was craving for his cock....I was blowing him every weekend in his car after the school...his cock was almost 7 inches and was so thick and that I like so so much the gagging he was giving everytime, that chock... read more

Trapbomb1 July 29, 2022 100%

La bonne chair masculine…

La bonne chair masculine… La brise caressait mes mamelons gonflés me donnant des frissons agréables. Les deux verres de Riesling avaient également contribué à mon excitation. Mon entre-jambe brûlait comme si le soleil qui disparaissait avait soufflé toute son énergie thermique dans mon intérieur... read more

hippocampus_171 April 23, 2023 50%

A NIGHT WITH A TRANSEXUAL

Since my passionate weekend with a shemale and just getting my ass fucked for three days almost by a beautiful black transexual with a 13" she meat,my fantasy for tranny cock was finally fulfilled,a couple of weeks after that weekend i went to a local gay bar called Crusing 7,it`s was sunday ni... read more

shemale lover June 22, 2013 94%

Shemale සුසී

සුසී කියන්නේ Shemale කෙනෙක්.එයා ජොබ් එක විදියට කලේ ඇග විකුණන එක.සුසී ගැන කියනවා නම්,එයාගේ දෙමව්පියෝ නෑ.හැදුනේ වැඩුණේ ආච්චි ගාව.අවුරුදු 15 වෙනකොට ආච්චි අන්ත්‍රා වුනා.සුසී තනි වුනා.එයා කඩේක වැඩට ගියා.කඩේ මුදලාලි අතින් සුසී අතවරවලට ලක්වුනා.ඒත් කඩේ මුදලාලිගේ වයිෆ් සුසීට හුගක් ආසයි.සුසී කෙට්ටු කොල්ලෙක් ව... read more

Malinda89 November 24, 2017 33%

azdim galiba

azmak ne fena Bir erkek istedim!!! Olgun kıllı erkeksi sıcak, sexy sahiplilik tavırlı bir erkek ve tabii ki büyük bir aleti olan bir adam.....! Böyle bir fantezim ,beklentilerim vardı, ve bu deneyim için can atıyordum. Tam bu noktada bu yüzden internette küçük bir tarama yaptım ve bir Transexual... read more

cdilayda3434 January 8, 2019 100%

Southern Hospitality Ch. 04

XtinaSmith2017 Ash awoke feeling cold, he pursed his lips a little and shivered, curling up a little tighter, nude as he was, the action brought little relief from the cool air. He let out a soft murr of discomfort as his mind shook off the cobwebs of lingering dreams, he could see light throug... read more

Gwapo67 May 16, 2022 92%

Claudia Coming out adventure part 1

*Author's Note: This story starts off being told in First person and after awhile the story shifts to third person* Hello everyone, my name is Claudia I am a Cross dresser who one day hopes to be transgendered, although I do not want the surgery, I am looking to eventually live my life full... read more

MissClaudia January 4, 2015 100%

Devastating and dominating

Tracy drove the black SUV with her friend Miss K in the passenger side, both of them struggling not to be bored to sleep with the monotonous countryside I-64, the scenery broken up only by the occasional road sign or truck stop. The Madonna CD thumping in the stereo helped matters though, the t... read more

shemale lover January 29, 2012 50%

Fun With Friends Chapter 4

As I stepped into the shower the warm water hit my body and felt great. I relaxed my ass and let Greg's cum stream down my leg. I could not believe that in the last couple of hours I had been shown to one of my best friends as a cross-dressing slut and had now taken his cum in both my ass and mo... read more

shemale lover December 12, 2012 100%

Becoming Her Whore

"I know," my wife Casey said softly as her hands caressed my naked body beneath the covers of our king sized bed. "You know what?" I asked. I didn't know what game we were playing but I was ready to fuck. "I know what you look at on the computer and what you fantasize ... read more

shemale lover October 23, 2011 100%

My shemale GF Part 2

So today she, her name is Christy, she wanted to do something kinky, very kinky I said that's fine. We cleaned up, she went into her closet, which was filled with dildos, butt plugs, sexy clothing, fleshlights, cock rings, paddles, lube, videos, magazines, bdsm things, and a fuck machine. She came o... read more

shemale lover July 4, 2012 75%

tiffanylondontv becomes a captive slave prisoner and whored out

I had connected with Master X on a BDSM Fetish contact site. He was the owner of a fetish store and he said that he had been on the BDSM for several years. He had carefully studied my own profile and had seen that I had an immense interest in being used like a slut, being covered head to toe in... read more

__tiffanylondontv__ September 20, 2022 100%

A Series of Perverse Dreams, Part 2

Three or four days had passed since my torrid alley way dream. Hannah had recently come over to share a few glasses of wine and a steamy fuck session in the shower. She had definitely embraced the ways of edging I had shown her because when she came in my mouth I could barely contain the massive amo... read more

KaceyKlarissa February 29, 2024 100%

The Training of Maria Louise

Chapter 1 I’ve decided, since you’ve told me you want to be a little dirty tart, that I should punish you by being a cuckold, someone who’s wife is unfaithful. We will begin by transforming you into Maria, we will apply your make up and dress you in white silk underwear, a nice ... read more

shemale lover March 20, 2016 69%

Francis to Frances

It was never my intention to go to live with Aunt Matilda and Aunt May, in New York state five hundred miles east of Arlsberg but when I was offered a place at Uni a short bus ride from their place that Dad suggested I should see if I could stay with them. Dad always referred to them as Aunt Mati... read more

shemale lover November 21, 2012 71%

Intense

Holding to my word, I didn't let the incident with Billy and his friends scare me away from Bailey; I kept seeing her, even after the beating I took. To be honest, I'm not sure if he was trying to lay low or what, but Billy seemed to keep his distance from me for a while...thankfully. Bailey and ... read more

Verpa October 21, 2019 100%

BANGING AROUND BANGKOK

BANGING AROUND BANGKOK: THE AMOROUS ADVENTURES OF CAITLIN "MEOW" MORRISON after living and working in Thailand/SE Asia for many years i decided to write an erotic story based on some of the people i have known, venues and places i have been, and the P4P night-scene where i spent way too much... read more

bkkldby June 17, 2019 85%

The House of Lesslie

I. The mansion hadn't changed, not all that much, from how I remembered it. If at all, it had aged gracefully, as only English mansions can ¬ a massive Edwardian building that had served Lords and Ladies, had housed masters and servants for centuries. Around it, at a respectful distance, w... read more

shemale lover October 14, 2011 66%

Daddys Little Slut

I have been living with my dad for the last year after my mum who is Indian, found out that I was doing lots of drugs, and that I was bi and also a cross dresser. We never talked about it as for me, the cross dressing was on and off and usually when i was high. When i turned 25, I tried meth, and fo... read more

aishacox January 31, 2023 100%